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  3. Simcoe County
  4. Holiday Homes

2772+ Simcoe County Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Simcoe County

Discover more than 2772 StayAndPlay accommodations in Simcoe County, perfect for your golf getaway. StayAndPlay offers luxury golf resorts, private villas, and vacation rentals with everything you need for a relaxing escape near Simcoe County, ON.

Whether you're seeking upscale golf-front resorts, private luxury villas, spacious vacation homes, or family-friendly golf retreats, we can help you find the ideal stay. Our rentals feature top-tier amenities such as private pools, fully equipped kitchens, outdoor patios, hot tubs, and Wi-Fi, ensuring your group enjoys a comfortable and memorable stay.

Planning a group golf trip to Simcoe County? StayAndPlay guarantees a unique and unforgettable experience with plenty of options for families, large groups, or private rentals for long or short stays. Explore our Simcoe County pet-friendly golf accommodations and easily book your dream golf resort or villa rental in Simcoe County with StayAndPlay.

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Frequently Asked Questions About Simcoe County Holiday Rentals

There are a lot of options in Simcoe County. If you plan on staying in the Simcoe County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Simcoe County:

There are many holiday rentals available in Simcoe County; however, here are a few of the most popular holiday homes listed in Simcoe County on our website:
At StayAndPlay most of our places to stay are perfect for families. Check out the complete list of holiday homes in Simcoe County to find one that works for you.
Yes, there are 2772 self-catering family homes and holiday rentals in Simcoe County.
There are more than 2772 luxury holiday homes in or near Simcoe County, according to 2025 data from StayAndPlay. Consider these homes for your next holiday:
Yes, there are 2772 pet friendly rentals that are available in Simcoe County.